Oxygen-Stabilized Carbanions

This chapter focuses on the generation, chemistry, and synthetic applications of oxygen-stabilized organolithiums such as α-lithiated acyclic and cyclic alkyl and vinyl ethers, carbamates, and epoxides. Lithiation is achieved normally by deprotonation, transmetalation (usually Sn–Li exchange), or reductive lithiation. In this chapter, the configurational stability of such lithiated intermediate has been especially addressed as well as the stereochemistry of their reactions for the asymmetric synthesis of a variety of substances of interest in several fields.